Sweater Dresses
Nothing says Fall like a chic sweater dress that does it all. From short and midi silhouettes to long and maxi styles, these looks take you from brunch to date night with ease. Long sleeve fits keep it polished, while sleeveless cuts add versatility. Super soft ribbed knits are made for comfort that still looks chic, whether you’re snapping fall photos, pairing with tall boots for a day vibe, or slipping into heels for a polished night-out look.
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Sweater Dresses
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Trendy & Lightweight Sweater Dresses for Fall
Who says sweater dresses are just for winter? Windsor’s sweater dresses are designed to be effortlessly stylish for fall, featuring cozy-yet-breathable fabrics like ribbed knits, cotton blends, and lightweight textures perfect for layering. Whether you're heading out for a casual weekend or styling a chic office look, these mid-length and mini styles keep you looking polished while feeling comfortable.
For an everyday vibe, pair a sleeveless or off-the-shoulder sweater dress with ankle boots and a crossbody bag for an effortless finish. Brunch plans? A figure-hugging midi sweater dress with side slits or cutouts adds just the right touch of elevated flair. For the office, layer a ribbed knit dress with a tailored blazer from our women’s workwear collection for a polished yet comfortable ensemble.
From strappy mini styles to sleek midis and longline sweater dresses with open-back details, Windsor’s fall sweater dresses deliver versatile looks for every plan. Shop Windsor dresses online, in-app, or in over 350 Windsor stores across the U.S. and Canada to find your perfect fit.
How Do You Dress Up a Sweater Dress?
Elevate your sweater dress with stylish accessories and on-trend pairings. Add layered lariat necklaces and rhinestone duster earrings for instant glamour, or opt for heeled mules or block heels for a polished finish. Love a little sparkle? Glitter or rhinestone-embellished heels are perfect for date night. If your sweater dress is a solid shade like burgundy or ivory, faux suede or nubuck booties add a chic textural contrast. To define your waist, cinch it with a statement belt—metallic, rhinestone, or layered chain styles all add trendy flair. For an office-ready look, layer a boyfriend blazer over your dress and finish with gold hoop earrings and strappy heels.
How Can You Style a Sweater Dress?
Sweater dresses are a go-to for any occasion. Here are a few ways to wear them year-round:
- Brunch or Workwear: A scoop-neck sweater dress with ankle booties creates a chic, effortless look.
- Date Night: Style a fitted sweater dress with thigh-high boots and a statement belt for a sleek, sultry vibe.
- Casual Cool: Pair a long-sleeve sweater dress with chunky boots and layering rings for a relaxed yet stylish outfit.
- Layered Looks: Wear a cropped sweater over a knit midi dress for an on-trend, cozy outfit in cooler months.
- Day to Night: A short-sleeve sweater dress can be dressed down with simple jewelry for the day or styled with a faux leather jacket and statement heels for a night out.
With endless ways to style them, sweater dresses are a must-have for effortless, on-trend dressing in any season.
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Winter Chic Style Midi Sweater Dress
You'll adore the winter chic style of this midi sweater dress! Featuring a mock neckline, long fitted sleeves, a midi-length hem, and a form-hugging silhouette, this sweater dress is a perfect choice for casual holiday parties. The cozy brushed ribbed knit fabric offers plenty of stretch for comfortable wear. Style with ankle booties.
Fit & Features
- Mock neckline
- Long fitted sleeves
- Midi-length hem
- Form-hugging fit
- Brushed ribbed knit fabric, knit lining down the body
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5039
Category Name: Sweater Dresses
Price: $19.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual Perfection Ribbed Knit Mini Dress
This ribbed knit mini dress will create perfect casual 'fits! It features a square neckline, long fitted bell sleeves with cute flared-out hems, and a mini-length, form-hugging silhouette. The lined knit fabric offers plenty of stretch for comfortable wear. Style with knee-high boots.
Fit & Features
- Square neckline
- Long fitted bell sleeves, flared hems
- Mini-length hem, form-hugging fit
- Ribbed knit fabric, knit lining, plenty of stretch
- Style runs small
Style Number/Barcode: 05102-5217
Category Name: Sweater Dresses
Price: $5.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pearl-Fect Pick Sweater Maxi Dress
Forever a perfect pick for your next chic soiree! This sweater maxi dress features long fitted sleeves, a plunge V-neckline, a center front faux pearl button-down along the bodycon silhouette, and a slit accent. The ribbed knit fabric offers a moderate stretch. Complete the look with pointed-toe booties.
Fit & Features
- Sweater ribbed knit fabric, moderate stretch
- Long fitted sleeves
- Plunge V-neckline
- Center front faux pearl button-down
- Bodycon fit
- Front slit
- Runs true to size
Style Number/Barcode: 06005-1525
Category Name: Sweater Dresses
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wrap It Up Cable Knit Sweater Dress
Wrap yourself up in style this season! Cue compliments whenever you're in this cable knit sweater midi dress featuring long balloon sleeves, a v-neckline, and a surplice bodice with a tie-front waist belt and a bodycon silhouette. Style with pointed-toe booties to complete the look!
Fit & Features
- Long balloon sleeves
- V-neckline
- Surplice bodice
- Tie-front waist belt
- Bodycon silhouette
- Midi-length hem
- Cable knit fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 05102-4818
Category Name: Sweater Dresses
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Seasonal Surprise Color Block Dress
Mix it up this season! Step out in this trendy color block mini dress featuring fitted long sleeves, a scoop neck, and a bodycon silhouette on stretchy rib-knit fabric. Style with over-the-knee boots to complete the look!
Fit & Features
- Fitted long sleeves
- Scoop neck
- Bodycon silhouette
- Mini-length hem
- Color block pattern
- Rib-knit fabric, double-lined, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4952
Category Name: Sweater Dresses
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flirty In Fall Cable Knit Dress
Stay flirty and cozy this fall in this cable knit midi dress! It features long sleeves, a mock neck, a bodycon silhouette, and a sultry open-back design. Perfect for styling with faux suede booties for your weekend plans!
Fit & Features
- Long sleeves
- Mock neck
- Bodycon silhouette
- Open-back design
- Midi-length hem
- Soft cable knit sweater fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06005-1614
Category Name: Sweater Dresses
Price: $18.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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First Pick Henley Knit Maxi Dress
Cute and stylish, this maxi dress will be your first pick for looking good always! It features fitted long sleeves, a v-neckline with button front closures, a bodycon silhouette, and is composed of stretchy rib-knit fabric. Style with booties to complete the look!
Fit & Features
- Fitted long sleeves
- V-neckline
- Button-front closures
- Bodycon silhouette
- Maxi-length hem
- Rib-knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5036
Category Name: Sweater Dresses
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Style Warm Up Sweater Knit Dress
Cozy up this season in style! This sweater mini dress is the best of both worlds featuring cozy dolman sleeves, a surplice v-neckline, belted tie-front waist, and a bodycon silhouette. The dress is composed of soft cable and rib-knit fabric that offers plenty of stretch. Style with knee-high boots to complete the look!
Fit & Features
- Dolman sleeves
- Surplice v-neckline
- Belted tie-front waist, belt loop accents
- Bodycon silhouette, mini-length
- Cable and rib-knit sweater fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06005-1572
Category Name: Sweater Dresses
Price: $20.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Spice Season Button Knit Mini Dress
This one’s fall date night certified. With a chic knit pattern and statement buttons, this halter mini dress serves just the right balance of polished cuteness, perfect for styling with flats or boots.
Fit & Features
- Soft, stretch knit patterned fabric
- Halter square neckline
- Statement button details
- Bodycon silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06005-000115
Category Name: Sweater Dresses
Price: $44.90
Availability: In Stock
Available Color: MAUVE
Available Size: XS, S, M, L
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In The Knit Cable Sweater Dress
A fashionista like you needs to set the trends! Step it up this season in this staple cable knit sweater dress featuring a ribbed mock neck and long sleeves, a bodycon silhouette, and a short-length hem. Style with knee-high boots and a jacket to complete the look!
Fit & Features
- Ribbed mock neck and long sleeves
- Bodycon silhouette
- Short-length hem
- Cable knit design
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06005-1564
Category Name: Sweater Dresses
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Winter Chic Off-The-Shoulder Sweater Dress
This adorable ribbed knit sweater dress will give you a chic look for the winter season! It features an off-the-shoulder neckline with a fold-over design, long fitted sleeves, a midi-length, curve-hugging silhouette, and a high front slit. The knit fabric offers a moderate stretch for comfortable wear. Style with knee-high boots.
Fit & Features
- Off-the-shoulder neckline, fold-over design
- Long fitted sleeves
- Midi-length hem, fitted bodycon silhouette
- High front slit
- Ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1578
Category Name: Sweater Dresses
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Classic Chic Mock Neck Sweater Dress
This classic chic sweater dress is perfect for styling up or down this winter season. It features an on-trend mock neckline, long fitted sleeves, a short, curve-hugging silhouette, and a front slit accent. The knit fabric offers plenty of stretch. Pair with knee-high boots and sleek hoops.
Fit & Features
- Ribbed mock neckline
- Long fitted sleeves
- Mini-length hem, front slit
- Curve-hugging silhouette
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1616
Category Name: Sweater Dresses
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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The Hole Package Sweater Mini Dress
Babe, you'll be looking stunning from all angles in this sweater mini dress featuring a crew neck, long sleeves, front keyhole cutouts, button accents, and a bodycon silhouette on rib-knit fabric. Style with knee-high boots to complete the look.
Fit & Features
- Crew neck, long sleeves
- Front keyhole cutouts
- Button accents
- Bodycon silhouette
- Mini-length hem
- Rib-knit sweater fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06005-1542
Category Name: Sweater Dresses
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Twist It Up Sweater Midi Dress
Spice up your everyday look with this sweater midi dress that brings eye-catching detail! It features long sleeves, a v-neck, a twisted bust and cutout, a side slit, and a form-hugging silhouette. Complete the look in a crop denim jacket for lunch!
Fit & Features
- Long sleeves
- V-neck
- Twisted bust and cutout
- Form-hugging silhouette
- Side slit, midi-length hem
- Sweater rib-knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06005-1517
Category Name: Sweater Dresses
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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You're The One Tie-Front Midi Dress
This rib knit midi dress will be the one you'll adore for casual outings and more! The dress features long sleeves, a surplice v-neckline, a faux wrap bust atop a flirty cutout bodice with a tie-front closure, and a bodycon silhouette. Style with faux suede booties for the perf autumn look!
Fit & Features
- Long sleeves
- Surplice v-neckline
- Faux wrap bust
- Cutout bodice, tie-front closure
- Bodycon, midi-length hem
- Rib-knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4843
Category Name: Sweater Dresses
Price: $19.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Step It Up Collared Mini Sweater Dress
Step up your everyday fall 'fits with this trendy mini sweater dress. It features a johnny collar, a V-neckline with a partial button-down front, long fitted sleeves, and a short, form-hugging silhouette. The ribbed knit fabric offers a moderate stretch. Style with sleek hoop earrings and knee-high boots.
Fit & Features
- Johnny collar
- V-neckline, partial button-down front
- Long fitted sleeves
- Mini-length hem
- Fitted bodycon silhouette
- Ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1534
Category Name: Sweater Dresses
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Perfection Mock Neck Sweater Dress
Showcase chic perfection in this classic ribbed knit sweater dress. It features a mock neckline, long fitted sleeves with puff accents at the shoulders, and a short, curve-hugging silhouette. The knit fabric offers plenty of stretch. Style with knee-high boots.
Fit & Features
- Mock neckline
- Long fitted sleeves
- Puff shoulders
- Mini-length hem
- Form-hugging silhouette
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1681
Category Name: Sweater Dresses
Price: $15.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Style Cutout Sweater Dress
Show off a fab trendy style in this long sleeve sweater dress! It features a scoop neckline, a bold cutout at the bust with a tie-front design, dual front cutouts at the waist, and a short, curve-hugging silhouette. The knit fabric offers a moderate stretch. Pair with knee-high boots for a cute everyday 'fit.
Fit & Features
- Long fitted sleeves
- Scoop neckline
- Bust cutout, tie-front design
- Dual front cutouts at the waist
- Mini-length hem, form-hugging fit
- Sweater knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1596
Category Name: Sweater Dresses
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ribbed Knit Tie-Front Mini Sweater Dress
Wrap yourself in the cozy elegance of this long-sleeve mini sweater dress. The dress features a flattering wrap design with a side tie that cinches at the waist, enhancing your silhouette. Crafted from a soft ribbed knit fabric, it offers both warmth and style, making it perfect for chilly days. The plunging V-neckline adds a touch of allure, while the Dolman-shaped sleeves maintain a chic and sophisticated look. Ideal for any autumn or winter occasion, this sweater dress pairs beautifully with boots or heels for a stylish seasonal ensemble.
Shop More Sweater Dresses: Sweater Dress Collection
Fit & Features
- Wide V-neckline
- Long sleeves
- Backstrap accent
- Wrap front and back
- High waist seam with tie-front detail
- Short, form-hugging fit
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1555
Category Name: Sweater Dresses
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chain Effect Midi Dress With Belt
You'll make a chain reaction by stepping out in this rib knit tank midi dress featuring a sleeveless square neck, tank shoulder straps, a detachable chain belt with lobster clasp closure, and a form-hugging silhouette. Complete the look in a chic blazer for happy hour!
Fit & Features
- Sleeveless square neck
- Tank shoulder straps
- Detachable chain belt with lobster clasp closure
- Form-hugging silhouette
- Midi-length hem
- Double-lined rib knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4882
Category Name: Sweater Dresses
Price: $19.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual Allure Strapless High Slit Midi Dress
Show off casual allure in this curve-flaunting midi dress featuring a strapless sweetheart neckline, keyhole cutout below the bust, and high-cut side slit.
Fit & Features
- Ribbed knit fabric, high stretch
- Strapless sweetheart neckline, metal U-ring insert
- Keyhole cutout below the bust
- High side slit
- Midi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 06005-000110
Category Name: Sweater Dresses
Price: $42.90
Availability: In Stock
Available Color: OLIVE
Available Size: XS, S, M, L
- Ribbed knit fabric, high stretch
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Fall For Surplice Sweater Dress
This autumn, you'll fall for this surplice sweater dress that's cozy and stylish! The mini dress features long sleeves, a plunge v-neckline, a bodycon silhouette, and a side ruched seam leading to the asymmetrical wrap hem. Complete the look in tall boots and a coat for a perf fall vibe.
Fit & Features
- Long sleeves
- Plunge v-neckline
- Surplice bodice
- Side ruched seam, bodycon fit
- Asymmetrical wrap mini hem
- Smooth knit nylon-blend fabric
- Runs true to size
Style Number/Barcode: 06005-1473
Category Name: Sweater Dresses
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Snap It Scoop Neck Sweater Dress
Getting ready will be a snap with this rib-knit sweater dress featuring long fitted sleeves, a scoop neck, a bodycon silhouette, and an asymmetrical mini-length hem with a faux button trim. Complete your sassy look in a butterfly choker for a dinner date!
Fit & Features
- Long fitted sleeves
- Scoop neck
- Bodycon silhouette
- Asymmetrical mini-length hem
- Faux snap-button trim
- Rib-knit sweater fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1607
Category Name: Sweater Dresses
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Eyes For One Shoulder Sweater Dress
Everyone will only have eyes for you in this one-shoulder sweater dress featuring a long sleeve, flirty choker neck, a side waist cutout, and a form-hugging midi hem with a slit. Pair with strappy stiletto heels to complete the look!
Fit & Features
- One-shoulder, long sleeve
- Choker neck
- Side waist cutout
- Form-hugging silhouette
- Slit midi-length hem
- Soft sweater-knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06005-1495
Category Name: Sweater Dresses
Price: $6.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance